Damn Good Red Grouper Fishing Charters In Big Pine Key

Check real-time availability and compare rates on Big Pine Key red grouper fishing trips. Confidently book your next day on the water.

Choose a Date
4.97/5 Average Rating

Damn Good Guides

You will only find quality, vetted guides on Captain Experiences, and we know them all on a first-name basis

Experts Available 24/7

Our US-based team is available 24/7 to help you with any questions or concerns

100% Weather Guarantee

We want to keep everyone safe, so in the case of inclement weather we'll work with you to reschedule at no cost

Recently Booked Red Grouper Fishing Charters In Big Pine Key, Fl

Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea Fishing in Big Pine Key

Big Pine Wreck And Reef Fishing

100% (3)
25 ft 1 - 12 People From $700
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Flats in Big Pine Key

Full Day (8hr)

100% (5)
27 ft 1 - 8 People From $1,200
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Flats in Big Pine Key

4 Hr (pm)

100% (5)
27 ft 1 - 8 People From $900
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore Fishing in Big Pine Key

Big Pine Inshore Fishing

100% (3)
25 ft 1 - 12 People From $650
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore in Big Pine Key

3/4 Day (6hr)

100% (5)
27 ft 1 - 8 People From $1,000
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Key West

6-8 Hour Reef & Wreck

100% (1)
40 ft 1 - 6 People From $1,200

Top Types of Red Grouper Trips in Big Pine Key

“Our Damn Good Guides go above and beyond, and we’ve handpicked every single one. We’re passionate about the outdoors and look forward to getting you out on the trip of a lifetime, every time.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

All Target Species in Big Pine Key

View Full Species Seasonality Chart »
  • Get it while it's HOT!
  • This species is in play.
  • You might get lucky (as long as things are in-season).
  • Couldn't tell ya! (no data)

More Red Grouper Fishing Charters In Big Pine Key, Fl

Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Key West Mixed Bag Trip

100% (36)
43 ft 1 - 6 People From $950
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Key West

4 Hour Trip – Reef & Wreck

NEW
32 ft 1 - 12 People From $850
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Nearshore, Jetty in Key West

Key West Inshore, Nearshore

100% (134)
27 ft 1 - 4 People From $800
Hot Trip
people are viewing this trip.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Wreck & Reef Fishing - 34’ Sea Vee

100% (20)
34 ft 1 - 12 People From $1,200
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

Federal Gulf Waters

100% (98)
30 ft 1 - 12 People From $1,550
Damn Good
Certified Damn Good Guides offer 10/10 trips. Guides earn this badge through quality reviews, quick and responsive communication, and low cancellation rates.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Key West 47 Ft Hatteras

99% (113)
47 ft 1 - 12 People From $1,300
See All Red Grouper Trips in Big Pine Key

Need a Place to Stay?

Everything to Know About Booking a Big Pine Key red grouper fishing charter

What are the best red grouper fishing charters in Big Pine Key?

Why should I book a red grouper fishing charter in Big Pine Key with Captain Experiences?

Our Damn Good Guides currently offer 54 red grouper trips in Big Pine Key, and the most popular trips in the area are Big Pine Wreck And Reef Fishing guided by Tom, Full Day (8hr) guided by Chris, and 4 Hr (pm) guided by Chris.

Our guides in Big Pine Key are rated a 4.97 out of 5 based on 7167 verified reviews on Captain Experiences.

All guides on Captain Experiences are vetted by our team. You can access their reviews, click through trip photos, read bios to get to know them, and preview trip details like species, techniques, group sizes, boat specs and more.

Looking for kid friendly red grouper guides / fishing lessons in Big Pine Key? Check out our beginner and family friendly red grouper guides in Big Pine Key.

What types of red grouper fishing charters are common in Big Pine Key?

Deep Sea fishing is the most popular type of fishing for red grouper in Big Pine Key as well as inshore fishing, nearshore fishing, and flats fishing.

The most common fishing techniques in Big Pine Key are cut bait fishing, light tackle fishing, and live bait fishing but bottom fishing and drift fishing are popular as well.

How much do Big Pine Key red grouper fishing charters cost?

Prices for red grouper in Big Pine Key can range anywhere from about $1,000 to $3,596, but the average price for a half day trip for red grouper in Big Pine Key is $1,575. The average price for a full day trip for red grouper in Big Pine Key is $3,126.

Is booking a fishing guide worth the money?

Hiring a guide provides a number of benefits and many choose to book a fishing guide for a combination of experience, local knowledge, convenience, and cost-effectiveness.

Working with experienced fishing guides who know the best local spots and techniques can dramatically increase your odds of a great day. Having someone who is on the water every day and knows the area like the back of their hand is going to give you the best chances of success.

Booking a guide is also more cost effective, especially if you only get out a handful of times per year. When you consider all of the costs you would incur on your own such as the price of a boat, maintenance, insurance, gas, high-quality gear and tackle, repairs, and more, you’ll find that DIY is sometimes not worth the expense.

Even if you’ve got a great setup already in your home waters, booking a guide also provides a great opportunity to experience new techniques, new locations, or even a chance at a new target species to knock off the bucket list.

What month is best for red grouper fishing in Big Pine Key?

The most popular season for red grouper fishing in Big Pine Key is summer, and most anglers book their trips 43 days in advance.

Do I need a Big Pine Key fishing license for red grouper and what are the bag limits for red grouper in Big Pine Key?

See here for more information on fishing licenses in Big Pine Key, bag limits for target species, and fishing season regulations in Big Pine Key. When in doubt, your fishing guide will always know the right rules and regulations in Big Pine Key.

Recent Reviews

  • ★★★★★
    I am caught some great fish. Mahi Mahi and a Wahoo! Great trip. Joel wasn’t able to join us but he had a buddy named Johnny assist us for the day. A bunch of dumb guys trying to catch fish. Johnny was very good at what he does. Just not good at directions! 10/10

    Zachary W. | May 11, 2026

    Trip: Private Offshore Fishing

  • ★★★★★
    We loved our trip with Captain Johnny! He was super experienced and explained everything nicely. We all had a great time fishing for yellow tail and went home with enough fish for dinner! The weather was great, the music was great and the captain was great! We will be back!

    Allison G. | May 8, 2026

    Trip: Florida Fish Slam -23'

  • ★★★★★
    Had an excellent trip. There was not a lot of boats getting fish, but the Captain and his Mate kept working at it, and we both had success. Very enjoyable trip!

    Allen R. | April 7, 2026

    Trip: Offshore, Reef & Wreck, And Sunset

  • ★★★★★
    Anthony was great! Very informative, super helpful. I would absolutely go with Anthony again & again! Thanks Anthony!

    Claren N. | March 23, 2026

    Trip: Marquesas Key Fishing Adventure

  • ★★★★★
    Grayson was great! Got us on plenty of snapper and a nice lemon shark! Will definitely hit him up next time we are in key west!

    David H. | March 23, 2026

    Trip: Key West Inshore, Nearshore

Other Featured Cities

What's biting in Big Pine Key?

View Red Grouper Fishing Reports from our damn good guides.

Didn't Find What You Were Looking For?

Our guides are Damn Good Guides, which means they’re vetted by our team of outdoor experts who know them on a first-name basis. We hand pick each and every one of them, and our network spans all across the US and beyond.

The proof is in the pudding, and we’re incredibly proud of our 4.9 / 5 average review score. Hit the button below to see more trip options:

Enter to Win a

$500 DAMN GOOD GIFT CARD

Gift Card

Sign up to win $500 towards ANY trip. Winners drawn monthly.

By subscribing, you agree to receive marketing communications from Captain Experiences. To opt-out, click the unsubscribe button at the bottom of our emails. Privacy Policy and Terms & Conditions

See All Red Grouper Trips in Big Pine Key